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"That's not an excuse for rudeness though - and the truth is that there are men who still consider it's acceptable to make derogatory remarks, or to approach aggressively - but you'll never see these guys alone, they'll be doing it to show off to a friend, because deep down they lack the self-assurance to hold an engaging conversation with a good-looking member of the opposite sex - which nine times out of 10 is what will really get her interest levels up."

Can I understand that a rude man always acts boorish in front of his favorite woman to show off that he can make an interesting conversation with any attractive women without any hesitation?

Does "a friend" equals to "a good-looking member of the opposite sex" ?

What does "which" mean in the phrase "which nine times out of 10 is what will really get her interest levels up."?

"That's not an excuse for rudeness though - and the truth is that there are men who still consider it's acceptable to make derogatory remarks, or to approach aggressively - but you'll never see these guys alone, they'll be doing it to show off to a friend, because deep down they lack the self-assurance to hold an engaging conversation with a good-looking member of the opposite sex - which nine times out of 10 is what will really get her interest levels up."

Can I understand that a rude man always acts boorish in front of his favorite woman to show off that he can make an interesting conversation with any attractive women without any hesitation? No. Being boorish does not make for an interesting conversation.

Does "a friend" equals to "a good-looking member of the opposite sex" ? No, it's a male friend.

What does "which" mean in the phrase "which nine times out of 10 is what will really get her interest levels up."? which = "engaging conversation" Although it could include "self assurance to hold engaging conversation"; that doesn't change the meaning of the sentence.

Your assistance will be greatly appreciated.

You need to quote previous paragraph too. Because

that's what the opening That's refers to.

Unfortunately for men though, for the majority of us, approaching a pretty woman is one of the most stressful situations that we can find ourselves in - the fear of rejection can become so overwhelming that it can translate into strange verbal outbursts or downright weird behaviour.

He's saying that some men are afraid of being rejected and don't have the self-assurance to have a pleasant conversation with a woman. Instead they act rudely or aggressively. This happens more often when they're with their male friend(s). I assume the author means that these men are afraid of being rejected in front of their friends as it would be embarrassing to them.